Compound information
- Natural Products
- ZC1745952
- Molecular Formula
- C16H16N2O3S
- Molecular Weight
- 316.088163372 g/mol
- Structure
-
- IUPAC Name
- (1S,2S)-N-[4-(2,3-dihydro-1,4-benzodioxin-6-yl)thiazol-2-yl]-2-methyl-cyclopropanecarboxamide
- InChI
- InChI=1S/C16H16N2O3S/c1-9-6-11(9)15(19)18-16-17-12(8-22-16)10-2-3-13-14(7-10)21-5-4-20-13/h2-3,7-9,11H,4-6H2,1H3,(H,17,18,19)/t9-,11-/m0/s1
- InChI Key
- VIBMJMDRVWQJME-ONGXEEELSA-N
- SMILES
- C[C@H]1C[C@@H]1C(=O)Nc1nc(-c2ccc3c(c2)OCCO3)cs1
- Source
- ZINC000014110059
Warheads
- Cyclopropane
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 22 | Ring Count | 4 |
| Heteroatom Count | 6 | Rotatable Bond Count | 3 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 60.45 Å2 | LogP | 3.603 |
| LogS | -4.96 | LogD | 4.126 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.247 | Pgp substrate | 0.005 |
| HIA | 0.965 | F20 % | 0.393 |
| F30 % | 0.017 | Caco-2 | -4.548 |
| MDCK | -4.704 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.02 | PPB | 95.729 |
| VD | 2.288 | Fu | 1.087 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 1.0 | CYP1A2 substrate | 0.81 |
| CYP2A6 substrate | 0.64 | CYP2B6 substrate | 0.828 |
| CYP2C19 inhibitor | 0.721 | CYP2C19 substrate | 0.987 |
| CYP2C8 substrate | 0.669 | CYP2C9 inhibitor | 0.077 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.016 |
| CYP2D6 substrate | 0.951 | CYP2E1 substrate | 0.344 |
| CYP3A4 inhibitor | 0.278 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.117 | CL | 11.822 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.027 | Hepatotoxicity | 0.205 |
| Mutagenicity | 0.173 | Rat Oral Acute Toxicity | 0.068 |
| FDAMDD | 0.073 | Skin Sensitization | 0.014 |
| Carcinogenicity | 0.818 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.098 | Respiratory Toxicity | 0.709 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.376 | IGC50 | 3.636 |
| LC50FM | 4.802 | LC50DM | 5.605 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.907 | NR-AR-LBD | 0.763 |
| NR-AhR | 0.952 | NR-Aromatase | 0.268 |
| NR-ER | 0.847 | NR-ER-LBD | 0.764 |
| NR-PPAR-gamma | 0.861 | SR-ARE | 0.883 |
| SR-ATAD5 | 0.894 | SR-HSE | 0.846 |
| SR-MMP | 0.946 | SR-p53 | 0.869 |
Similar covalent drugs
No similar covalent drugs found for this compound.